US5916576A - Method of scavenging free radicals using orange extract - Google Patents
Method of scavenging free radicals using orange extract Download PDFInfo
- Publication number
- US5916576A US5916576A US08/865,913 US86591397A US5916576A US 5916576 A US5916576 A US 5916576A US 86591397 A US86591397 A US 86591397A US 5916576 A US5916576 A US 5916576A
- Authority
- US
- United States
- Prior art keywords
- composition
- orange
- orange extract
- extract
- weight
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 238000000034 method Methods 0.000 title claims description 20
- 230000002000 scavenging effect Effects 0.000 title claims description 7
- 239000000203 mixture Substances 0.000 claims abstract description 52
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 claims abstract description 50
- 229960005070 ascorbic acid Drugs 0.000 claims abstract description 19
- 235000010323 ascorbic acid Nutrition 0.000 claims abstract description 16
- 239000011668 ascorbic acid Substances 0.000 claims abstract description 16
- 239000002537 cosmetic Substances 0.000 claims abstract description 14
- 230000002225 anti-radical effect Effects 0.000 claims abstract description 8
- 235000013305 food Nutrition 0.000 claims abstract description 4
- 230000002087 whitening effect Effects 0.000 claims description 5
- 239000003937 drug carrier Substances 0.000 claims description 4
- 230000006872 improvement Effects 0.000 claims description 4
- OUUQCZGPVNCOIJ-UHFFFAOYSA-M Superoxide Chemical compound [O-][O] OUUQCZGPVNCOIJ-UHFFFAOYSA-M 0.000 claims description 2
- 239000000839 emulsion Substances 0.000 claims description 2
- 239000000865 liniment Substances 0.000 claims description 2
- 229940040145 liniment Drugs 0.000 claims description 2
- 239000006210 lotion Substances 0.000 claims description 2
- 239000002674 ointment Substances 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 239000001666 citrus aurantium l. flower Substances 0.000 claims 3
- 239000006260 foam Substances 0.000 claims 1
- 238000002360 preparation method Methods 0.000 abstract description 5
- 150000003254 radicals Chemical class 0.000 description 17
- 230000007760 free radical scavenging Effects 0.000 description 12
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 8
- 239000002516 radical scavenger Substances 0.000 description 8
- ZZZCUOFIHGPKAK-UHFFFAOYSA-N D-erythro-ascorbic acid Natural products OCC1OC(=O)C(O)=C1O ZZZCUOFIHGPKAK-UHFFFAOYSA-N 0.000 description 6
- 229940123457 Free radical scavenger Drugs 0.000 description 6
- 229930003268 Vitamin C Natural products 0.000 description 6
- 235000019154 vitamin C Nutrition 0.000 description 6
- 239000011718 vitamin C Substances 0.000 description 6
- WVXRAFOPTSTNLL-NKWVEPMBSA-N 2',3'-dideoxyadenosine Chemical compound C1=NC=2C(N)=NC=NC=2N1[C@H]1CC[C@@H](CO)O1 WVXRAFOPTSTNLL-NKWVEPMBSA-N 0.000 description 4
- 240000003394 Malpighia glabra Species 0.000 description 4
- 235000014837 Malpighia glabra Nutrition 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 230000005764 inhibitory process Effects 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 241000167854 Bourreria succulenta Species 0.000 description 3
- 239000002211 L-ascorbic acid Substances 0.000 description 3
- 235000000069 L-ascorbic acid Nutrition 0.000 description 3
- 150000001735 carboxylic acids Chemical class 0.000 description 3
- 235000019693 cherries Nutrition 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 239000003112 inhibitor Substances 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- 235000019198 oils Nutrition 0.000 description 3
- 150000007524 organic acids Chemical class 0.000 description 3
- GVJHHUAWPYXKBD-UHFFFAOYSA-N (±)-α-Tocopherol Chemical compound OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 description 2
- ZAKOWWREFLAJOT-CEFNRUSXSA-N D-alpha-tocopherylacetate Chemical compound CC(=O)OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C ZAKOWWREFLAJOT-CEFNRUSXSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 241000220317 Rosa Species 0.000 description 2
- 238000002835 absorbance Methods 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 230000009471 action Effects 0.000 description 2
- 239000004480 active ingredient Substances 0.000 description 2
- 239000008406 cosmetic ingredient Substances 0.000 description 2
- ZAKOWWREFLAJOT-UHFFFAOYSA-N d-alpha-Tocopheryl acetate Natural products CC(=O)OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C ZAKOWWREFLAJOT-UHFFFAOYSA-N 0.000 description 2
- HHEAADYXPMHMCT-UHFFFAOYSA-N dpph Chemical class [O-][N+](=O)C1=CC([N+](=O)[O-])=CC([N+]([O-])=O)=C1[N]N(C=1C=CC=CC=1)C1=CC=CC=C1 HHEAADYXPMHMCT-UHFFFAOYSA-N 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 239000003925 fat Substances 0.000 description 2
- FOYKKGHVWRFIBD-UHFFFAOYSA-N gamma-tocopherol acetate Natural products CC(=O)OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1 FOYKKGHVWRFIBD-UHFFFAOYSA-N 0.000 description 2
- 229940093915 gynecological organic acid Drugs 0.000 description 2
- 235000005985 organic acids Nutrition 0.000 description 2
- SLYPOVJCSQHITR-UHFFFAOYSA-N tioxolone Chemical compound OC1=CC=C2SC(=O)OC2=C1 SLYPOVJCSQHITR-UHFFFAOYSA-N 0.000 description 2
- 229960003070 tioxolone Drugs 0.000 description 2
- QCDWFXQBSFUVSP-UHFFFAOYSA-N 2-phenoxyethanol Chemical compound OCCOC1=CC=CC=C1 QCDWFXQBSFUVSP-UHFFFAOYSA-N 0.000 description 1
- 244000183685 Citrus aurantium Species 0.000 description 1
- 235000007716 Citrus aurantium Nutrition 0.000 description 1
- 102000008186 Collagen Human genes 0.000 description 1
- 108010035532 Collagen Proteins 0.000 description 1
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 description 1
- AHMIDUVKSGCHAU-UHFFFAOYSA-N Dopaquinone Natural products OC(=O)C(N)CC1=CC(=O)C(=O)C=C1 AHMIDUVKSGCHAU-UHFFFAOYSA-N 0.000 description 1
- 102000016942 Elastin Human genes 0.000 description 1
- 108010014258 Elastin Proteins 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- 241000282412 Homo Species 0.000 description 1
- AHMIDUVKSGCHAU-LURJTMIESA-N L-dopaquinone Chemical compound [O-]C(=O)[C@@H]([NH3+])CC1=CC(=O)C(=O)C=C1 AHMIDUVKSGCHAU-LURJTMIESA-N 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 102000003425 Tyrosinase Human genes 0.000 description 1
- 108060008724 Tyrosinase Proteins 0.000 description 1
- 229930003427 Vitamin E Natural products 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 230000016571 aggressive behavior Effects 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 235000006708 antioxidants Nutrition 0.000 description 1
- 150000004982 aromatic amines Chemical class 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical class OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 229920001436 collagen Polymers 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 210000002808 connective tissue Anatomy 0.000 description 1
- 239000008341 cosmetic lotion Substances 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 230000006378 damage Effects 0.000 description 1
- 230000002939 deleterious effect Effects 0.000 description 1
- 239000007854 depigmenting agent Substances 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 150000001991 dicarboxylic acids Chemical class 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 229910001882 dioxygen Inorganic materials 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 229920002549 elastin Polymers 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- 230000003628 erosive effect Effects 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- WIGCFUFOHFEKBI-UHFFFAOYSA-N gamma-tocopherol Natural products CC(C)CCCC(C)CCCC(C)CCCC1CCC2C(C)C(O)C(C)C(C)C2O1 WIGCFUFOHFEKBI-UHFFFAOYSA-N 0.000 description 1
- 239000003906 humectant Substances 0.000 description 1
- 229940060367 inert ingredients Drugs 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 230000007794 irritation Effects 0.000 description 1
- 238000002803 maceration Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 102000039446 nucleic acids Human genes 0.000 description 1
- 150000007523 nucleic acids Chemical class 0.000 description 1
- 108020004707 nucleic acids Proteins 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 238000005325 percolation Methods 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 229960005323 phenoxyethanol Drugs 0.000 description 1
- 231100000760 phototoxic Toxicity 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000003464 sulfur compounds Chemical class 0.000 description 1
- -1 superoxide ions Chemical class 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 210000001519 tissue Anatomy 0.000 description 1
- 239000011732 tocopherol Substances 0.000 description 1
- 229930003799 tocopherol Natural products 0.000 description 1
- 235000019149 tocopherols Nutrition 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000004034 viscosity adjusting agent Substances 0.000 description 1
- 235000019165 vitamin E Nutrition 0.000 description 1
- 239000011709 vitamin E Substances 0.000 description 1
- 229940046009 vitamin E Drugs 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000010497 wheat germ oil Substances 0.000 description 1
- QUEDXNHFTDJVIY-UHFFFAOYSA-N γ-tocopherol Chemical class OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1 QUEDXNHFTDJVIY-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K36/00—Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
- A61K36/18—Magnoliophyta (angiosperms)
- A61K36/185—Magnoliopsida (dicotyledons)
- A61K36/75—Rutaceae (Rue family)
- A61K36/752—Citrus, e.g. lime, orange or lemon
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23G—COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
- A23G3/00—Sweetmeats; Confectionery; Marzipan; Coated or filled products
- A23G3/34—Sweetmeats, confectionery or marzipan; Processes for the preparation thereof
- A23G3/346—Finished or semi-finished products in the form of powders, paste or liquids
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
- A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
- A23L33/105—Plant extracts, their artificial duplicates or their derivatives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/67—Vitamins
- A61K8/676—Ascorbic acid, i.e. vitamin C
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/96—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution
- A61K8/97—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution from algae, fungi, lichens or plants; from derivatives thereof
- A61K8/9783—Angiosperms [Magnoliophyta]
- A61K8/9789—Magnoliopsida [dicotyledons]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/18—Antioxidants, e.g. antiradicals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/08—Anti-ageing preparations
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23G—COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
- A23G2200/00—COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF containing organic compounds, e.g. synthetic flavouring agents
- A23G2200/14—COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF containing organic compounds, e.g. synthetic flavouring agents containing fruits, nuts, e.g. almonds, seeds, plants, plant extracts or essential oils
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
- A23V2002/00—Food compositions, function of food ingredients or processes for food or foodstuffs
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23V—INDEXING SCHEME RELATING TO FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES AND LACTIC OR PROPIONIC ACID BACTERIA USED IN FOODSTUFFS OR FOOD PREPARATION
- A23V2200/00—Function of food ingredients
- A23V2200/30—Foods, ingredients or supplements having a functional effect on health
- A23V2200/318—Foods, ingredients or supplements having a functional effect on health having an effect on skin health and hair or coat
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/52—Stabilizers
- A61K2800/522—Antioxidants; Radical scavengers
Definitions
- the present invention relates to a method of scavenging free radicals by incorporating orange extract into a composition.
- the deleterious effects of free radicals are, in many cases, known but are continually being investigated. For example, it is believed that one of the causes of the deterioration of skin over time is the formation of free radicals within the elements forming the skin such as the fibers, cells and enzymes.
- the formation of free radicals may be caused, in part, by the action of external radiation of sunlight.
- the free radicals thus formed may attack the skin elements through a chain reaction that continues as long as the free radical exists, i.e., as long as the free radical does not combine with something (typically called a scavenger or inhibitor) that produces a stable molecule.
- the adverse action of these free radicals at the cutaneous integument level may cause destruction of cell DNA and an erosion of the connective tissues (collagen and elastin). Thus, the skin looks more aged.
- scavengers also referred to as inhibitors or antioxidants, and as used in the following specification and appended claims should be considered synonymous with scavenger
- scavengers include phenols, aromatic amines, sulfur compounds, raw seed oils, wheat germ oil, tocopherols, and gums.
- phosphoric acid, citric acid, and ascorbic acid have their own scavenging activity or enhance the activity of the known scavengers mentioned above.
- French Demande 2,597,337-A2 describes a cosmetic to slow down the aging process by attacking free radicals.
- the cosmetic includes a first water soluble active ingredient, which may include a source of vitamin C such as from acerola cherry extract, and a second fat soluble ingredient, which includes free radical scavengers such as vitamin E.
- an orange extract which is substantially free of vitamin C, has free radical scavenging activity.
- the present inventors have now found that an orange extract exhibits free radical scavenging activity and, as a result may find particular application in the preparation of pharmaceutical, food and agricultural compositions, and more particularly in cosmetics for external skin application.
- the ability of the orange extract used in the present invention to scavenge free radicals is surprising and unexpected.
- compositions that inhibit the formation of or scavenge the presence of free radicals can be enhanced by incorporating orange extract.
- the present invention includes a composition of the type containing free radical scavengers wherein the improvement comprises adding orange extract.
- the composition is a cosmetic composition suitable for use on human skin.
- the orange extract may have application alone or in conjunction with skin whitening agents for use as a skin whitener.
- the present invention also includes a method of providing free radical scavenging activity in a composition comprising admixing to the composition an effective amount of orange extract to increase the free radical scavenging activity of the composition.
- the present invention is based on the anti-radical activity of orange extract towards the superoxide radical.
- the compositions of the present invention incorporating the orange extract are particularly suitable for protecting the skin due in particular to the protection against phototoxic reactions and UV aggression.
- the present invention also includes a method of scavenging free radicals in human skin comprising topically applying to the skin a composition comprising orange extract.
- the composition further includes a pharmaceutically acceptable carrier.
- the orange extract useful in the present invention is substantially free from ascorbic acid and contains only minor amounts of organic acids particularly carboxylic acids.
- substantially free from ascorbic acid means that any ascorbic acid present in the orange extract is present in an amount no greater than about 1% by weight, preferably no greater than about 0.1%, and more preferably no greater than about 0.01% of the orange extract. Most preferably, the ascorbic acid, if present, is present in an amount no greater than about 0.005% of the orange extract.
- minor amounts of organic acids and “minor amounts of carboxylic acids” as used in the specification and accompanying claims means that any organic acid and any carboxylic acid, which includes saturated and unsaturated carboxylic and dicarboxylic acids, hydroxymonocarboxylic acids, hydroxydicarboxylic acids, and hydroxytricarboxylic acids, is present in an amount no greater than about 5% by weight, preferably no greater than about 3%, and more preferably no greater than about 2% of the orange extract.
- the amount of orange extract to be used can not be absolutely specified because it varies according to the form of preparation. However, it is generally used in an amount from about 0.01% to about 50%, preferably from about 0.01% to about 5%, desirably from about 0.05% to about 2%, more preferably from about 0.1% to about 1% based on the whole weight of the composition.
- a free radical scavenger composition which comprises orange extract as an active ingredient.
- the orange extract is substantially free from any substantial amount of vitamin C (ascorbic acid or its derivatives).
- the orange extract does not contain more than about 1% by weight, preferably no greater than about 0.1%, and more preferably no greater than about 0.01% of the orange extract.
- the ascorbic acid if present, is present in an amount no greater than about 0.005% of the orange extract.
- the orange extract can be made in any suitable manner to achieve an extract that is substantially free of ascorbic acid.
- the orange extract is obtained from orange peel, flowers, and/or leaves on an orange tree. It is believed that the orange extract is prepared by drying the material, pretreating it, cold extracting the the pretreated material by alternating maceration and percolation for 24 to 48 hours, filtrating, microfiltrating, and adding a suitable preservtive such as parabens or phenoxyethanol.
- the orange extract is Bitter Orange Peel Extract HB from Centerchem, Inc. or Herbasol Orange Extract from Cosmetochem. It is believed that the Centerchem material is obtained from the orange peel while the Cosmetochem material is obtained from the orange flower.
- the amount of orange extract to be used can not be absolutely specified because it varies according to the form of preparation. However, it is generally used in an amount from about 0.01% to about 50%, preferably from about 0.01% to about 5%, desirably from about 0.05% to about 2%, more preferably from about 0.1% to about 1% based on the whole weight of the whitener composition.
- composition of the present invention may be prepared in various forms.
- it may be in the form of a cosmetic preparation such as cream, cosmetic lotion, pack or powder, or as an emulsion, lotion, liniment or ointment.
- various known conventional cosmetic ingredients may be incorporated.
- cosmetic ingredients such as alcohols, fats and oils, surfactants, fatty acids, silicone oils, humectants, viscosity modifiers, emulsifiers, stabilizers, coloring agents, and perfumes.
- an improved free radical scavenging composition wherein the improvement comprises adding orange extract, as fully defined above.
- the orange extract may be desirable to incorporate the orange extract in, for example, a skin whitening composition.
- the free radical scavenging activity of the orange extract can inhibit the conversion of dopaquinone with the result of inhibiting the production of eumelanin. Consequently, it is contemplated that the free radical scavenging activity of the orange extract can augment the known tyrosinase inhibitors and thus, provide enhanced skin whitening properties.
- the present invention also contemplates a method of enhancing the free radical scavenging activity of known free radical scavengers that comprises adding orange extract to compositions containing known free radical scavengers.
- the present invention also includes a method of providing free radical scavenging activity in a composition comprising admixing to the composition an effective amount of orange extract to increase the free radical scavenging activity of the composition.
- a method of scavenging free radicals in human skin comprises topically applying to the skin orange extract. More preferably, the method comprises topically applying to the skin a composition comprising orange extract and a pharmaceutically acceptable carrier.
- pharmaceutically acceptable means those drugs, medicaments, or inert ingredients which are suitable for use in contact with the tissues of humans and lower animals without undue toxicity, incompatibility, instability, irritation, and the like, commensurate with a reasonable benefit/risk ratio.
- a control solution was prepared by measuring 39.43 mg of 2,2-diphenyl-1-picrylhydrazyl hydrate (DPPH), a known source of free radicals, and diluting it to 1000 ml with ethanol.
- a control cuvette was charged with 1.75 ml of the control and 1.75 ml of ethanol.
- a blank cuvette was charged with 3.5 ml of ethanol. The cuvettes were placed in an oven for 30 minutes at 37° C. The absorbency was measured at 516 nm using a UV/vis spectrophotometer by placing the blank cuvette into the reference slot and the control cuvette into the sample slot.
- An orange extract was prepared according to the method described above.
- a test cuvette was charged with 1.75 ml of the control solution and 1.75 ml of a 1% solution of orange extract.
- a reference cuvette was charged with 1.75 ml of the orange extract and 1.75 ml of ethanol. The cuvettes were placed in an oven for 30 minutes at 37° C. The absorbency was measured in the manner described above with the test cuvette placed in the sample slot and the reference cuvette placed in the reference slot.
- the free radical scavenging activity was calculated as a percentage of inhibition of the generation of the free radicals using the following formula:
- DT is the measured absorbance of the test cuvette with respect to the reference cuvette and DR is the measured absorbance of the control cuvette with respect to the blank cuvette.
- the orange extract exhibited 52% inhibition.
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Natural Medicines & Medicinal Plants (AREA)
- Chemical & Material Sciences (AREA)
- Botany (AREA)
- Mycology (AREA)
- Epidemiology (AREA)
- Pharmacology & Pharmacy (AREA)
- Microbiology (AREA)
- Medicinal Chemistry (AREA)
- Biotechnology (AREA)
- Food Science & Technology (AREA)
- Dermatology (AREA)
- Polymers & Plastics (AREA)
- Birds (AREA)
- Alternative & Traditional Medicine (AREA)
- Nutrition Science (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Organic Chemistry (AREA)
- Medical Informatics (AREA)
- General Chemical & Material Sciences (AREA)
- Gerontology & Geriatric Medicine (AREA)
- Biochemistry (AREA)
- Cosmetics (AREA)
- Medicines Containing Plant Substances (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Coloring Foods And Improving Nutritive Qualities (AREA)
- Medicinal Preparation (AREA)
Priority Applications (8)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US08/865,913 US5916576A (en) | 1997-05-30 | 1997-05-30 | Method of scavenging free radicals using orange extract |
KR10-1998-0017074A KR100358210B1 (ko) | 1997-05-30 | 1998-05-13 | 항-라디칼활성을가지는오렌지추출물을포함하는미용조성물 |
MYPI98002342A MY117323A (en) | 1997-05-30 | 1998-05-26 | Method of scavenging free radicals using orange extract |
JP10145307A JP3012594B2 (ja) | 1997-05-30 | 1998-05-27 | オレンジ抽出物を用いたフリーラジカルを捕捉する方法及びその組成物 |
CNB981093396A CN1195488C (zh) | 1997-05-30 | 1998-05-28 | 用橙提取液清除自由基的方法 |
IDP980789A ID20353A (id) | 1997-05-30 | 1998-05-28 | Metoda membersihkan radikal bebas menggunakan ekstrat oranye |
TW087108408A TW565460B (en) | 1997-05-30 | 1998-05-29 | Method of scavenging free radicals using orange extract |
HK99102387A HK1017259A1 (en) | 1997-05-30 | 1999-05-27 | Method of scavenging free radicals using orange extract. |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US08/865,913 US5916576A (en) | 1997-05-30 | 1997-05-30 | Method of scavenging free radicals using orange extract |
Publications (1)
Publication Number | Publication Date |
---|---|
US5916576A true US5916576A (en) | 1999-06-29 |
Family
ID=25346518
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US08/865,913 Expired - Lifetime US5916576A (en) | 1997-05-30 | 1997-05-30 | Method of scavenging free radicals using orange extract |
Country Status (8)
Country | Link |
---|---|
US (1) | US5916576A (zh) |
JP (1) | JP3012594B2 (zh) |
KR (1) | KR100358210B1 (zh) |
CN (1) | CN1195488C (zh) |
HK (1) | HK1017259A1 (zh) |
ID (1) | ID20353A (zh) |
MY (1) | MY117323A (zh) |
TW (1) | TW565460B (zh) |
Cited By (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20020146469A1 (en) * | 2000-12-20 | 2002-10-10 | Benjamin Wiegand | Methods for reducing chronic stress in mammals |
US20020151527A1 (en) * | 2000-12-20 | 2002-10-17 | Benjamin Wiegand | Method for reducing acne or improving skin tone |
US20030147937A1 (en) * | 2000-04-12 | 2003-08-07 | Thomas Schwarz | Use of compatible solutes as substances having free radical scavenging properties |
US20030220550A1 (en) * | 2002-01-29 | 2003-11-27 | Mcculloch Laura | Method of measuring the stress or relaxation level of a mammal |
US20030225095A1 (en) * | 2002-02-08 | 2003-12-04 | Mcculloch Laura | Method of affecting sleep and sleep-related behaviors |
US20040028631A1 (en) * | 2000-08-18 | 2004-02-12 | Thomas Schwarz | Cosmetic formulations |
EP1398035A1 (fr) * | 2002-09-12 | 2004-03-17 | Jean Morelle | Application locale cutanée d'émulsions caractérisées par leurs propriétés antiprostanoidiques |
FR2844450A1 (fr) * | 2002-09-12 | 2004-03-19 | Jean Morelle | Application locale cutanee d'emulsions, caracterisees par leurs proprietes antiprostanoidiques |
US20040175438A1 (en) * | 2003-03-03 | 2004-09-09 | Benjamin Wiegand | Methods for alleviating symptoms associated with menopause using sensory regimen |
US6830755B2 (en) | 1999-10-01 | 2004-12-14 | Johnson & Johnson Consumer Companies, Inc. | Method for relaxing human beings using personal care compositions |
US20050226828A1 (en) * | 2000-04-19 | 2005-10-13 | Nof Corporation | Method for whitening human skin |
US20050249720A1 (en) * | 2004-05-05 | 2005-11-10 | Perez Mary R | Cosmetic skin formulation |
Families Citing this family (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2001114634A (ja) * | 1999-10-12 | 2001-04-24 | Pola Chem Ind Inc | カタラーゼ保護剤及びこれを含有する老化防止用化粧料。 |
JP2001122758A (ja) * | 1999-10-22 | 2001-05-08 | Pola Chem Ind Inc | AGEs分解作用を有する老化肌防御、改善化粧料 |
JP5349719B2 (ja) * | 2000-01-26 | 2013-11-20 | 株式会社コーセー | 皮膚外用剤 |
KR20020040719A (ko) * | 2002-04-18 | 2002-05-30 | 김대도 | 오랜지 팩 |
JP4669670B2 (ja) * | 2004-06-04 | 2011-04-13 | 株式会社ロッテ | 抗インフルエンザウイルス剤及びこれを吸着、含浸、添加させてなるインフルエンザ感染抑制用品 |
JP5748996B2 (ja) * | 2010-12-24 | 2015-07-15 | 日本メナード化粧品株式会社 | 皮膚外用剤 |
Citations (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US1990676A (en) * | 1931-11-21 | 1935-02-12 | Louis J Stern | Cosmetic cream |
US2255341A (en) * | 1939-04-13 | 1941-09-09 | Fruit Growers Exchange Ca | Composition of citrus fruit constituents and boric acid and method for making the same |
US4460488A (en) * | 1980-01-04 | 1984-07-17 | Societe Anonyme Dite: L'oreal | Plant extraction residue as a thickening or opacifying agent for a cosmetic composition |
US5073545A (en) * | 1987-06-09 | 1991-12-17 | Lion Corporation | Agent containing an ellagic acid series compound for external application and use thereof |
US5152990A (en) * | 1990-01-31 | 1992-10-06 | Yutaka Miyauchi | Hair grower |
US5167954A (en) * | 1988-03-28 | 1992-12-01 | Helga Frey | Hair lotion containing cardomom and use thereof |
US5362494A (en) * | 1990-11-14 | 1994-11-08 | L'oreal | Cosmetic, dermo-pharmaceutical or vesicle-containing composition including clycerol-derived compounds |
JPH0717846A (ja) * | 1993-06-30 | 1995-01-20 | Sansho Seiyaku Co Ltd | 皮膚外用剤 |
JPH0725762A (ja) * | 1993-07-14 | 1995-01-27 | Sansho Seiyaku Co Ltd | 皮膚外用剤 |
JPH0797311A (ja) * | 1993-09-29 | 1995-04-11 | Ken Suzawa | 化粧水 |
US5445747A (en) * | 1994-08-05 | 1995-08-29 | The Procter & Gamble Company | Cellulase fabric-conditioning compositions |
US5482710A (en) * | 1993-07-30 | 1996-01-09 | Chesebrough-Pond'usa Co., Division Of Conopco, Inc. | Cosmetic composition for treatment of pimples and redness |
US5560907A (en) * | 1992-03-17 | 1996-10-01 | Eisai Co., Ltd. | Whitening embellisher |
US5702691A (en) * | 1994-12-02 | 1997-12-30 | Kao Corporation | Flavanonol derivatives and hair-nourishing, hair growing compositions containing the derivatives |
US5780086A (en) * | 1994-08-08 | 1998-07-14 | The Procter & Gamble Company | Color and shelf stable beverage compositions containing tea extract |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP3638338B2 (ja) * | 1995-06-15 | 2005-04-13 | 株式会社アドバンストスキンリサーチ研究所 | メラニン生成抑制剤 |
JPH09315993A (ja) * | 1996-05-23 | 1997-12-09 | Pola Chem Ind Inc | 活性酸素消去剤及びこれを含有する組成物 |
JPH1017485A (ja) * | 1996-07-02 | 1998-01-20 | Hino Seiyaku Kk | 抗酸化剤 |
-
1997
- 1997-05-30 US US08/865,913 patent/US5916576A/en not_active Expired - Lifetime
-
1998
- 1998-05-13 KR KR10-1998-0017074A patent/KR100358210B1/ko not_active IP Right Cessation
- 1998-05-26 MY MYPI98002342A patent/MY117323A/en unknown
- 1998-05-27 JP JP10145307A patent/JP3012594B2/ja not_active Expired - Lifetime
- 1998-05-28 ID IDP980789A patent/ID20353A/id unknown
- 1998-05-28 CN CNB981093396A patent/CN1195488C/zh not_active Expired - Lifetime
- 1998-05-29 TW TW087108408A patent/TW565460B/zh not_active IP Right Cessation
-
1999
- 1999-05-27 HK HK99102387A patent/HK1017259A1/xx not_active IP Right Cessation
Patent Citations (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US1990676A (en) * | 1931-11-21 | 1935-02-12 | Louis J Stern | Cosmetic cream |
US2255341A (en) * | 1939-04-13 | 1941-09-09 | Fruit Growers Exchange Ca | Composition of citrus fruit constituents and boric acid and method for making the same |
US4460488A (en) * | 1980-01-04 | 1984-07-17 | Societe Anonyme Dite: L'oreal | Plant extraction residue as a thickening or opacifying agent for a cosmetic composition |
US5073545A (en) * | 1987-06-09 | 1991-12-17 | Lion Corporation | Agent containing an ellagic acid series compound for external application and use thereof |
US5167954A (en) * | 1988-03-28 | 1992-12-01 | Helga Frey | Hair lotion containing cardomom and use thereof |
US5152990A (en) * | 1990-01-31 | 1992-10-06 | Yutaka Miyauchi | Hair grower |
US5362494A (en) * | 1990-11-14 | 1994-11-08 | L'oreal | Cosmetic, dermo-pharmaceutical or vesicle-containing composition including clycerol-derived compounds |
US5560907A (en) * | 1992-03-17 | 1996-10-01 | Eisai Co., Ltd. | Whitening embellisher |
JPH0717846A (ja) * | 1993-06-30 | 1995-01-20 | Sansho Seiyaku Co Ltd | 皮膚外用剤 |
JPH0725762A (ja) * | 1993-07-14 | 1995-01-27 | Sansho Seiyaku Co Ltd | 皮膚外用剤 |
US5482710A (en) * | 1993-07-30 | 1996-01-09 | Chesebrough-Pond'usa Co., Division Of Conopco, Inc. | Cosmetic composition for treatment of pimples and redness |
JPH0797311A (ja) * | 1993-09-29 | 1995-04-11 | Ken Suzawa | 化粧水 |
US5445747A (en) * | 1994-08-05 | 1995-08-29 | The Procter & Gamble Company | Cellulase fabric-conditioning compositions |
US5780086A (en) * | 1994-08-08 | 1998-07-14 | The Procter & Gamble Company | Color and shelf stable beverage compositions containing tea extract |
US5702691A (en) * | 1994-12-02 | 1997-12-30 | Kao Corporation | Flavanonol derivatives and hair-nourishing, hair growing compositions containing the derivatives |
Cited By (16)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6830755B2 (en) | 1999-10-01 | 2004-12-14 | Johnson & Johnson Consumer Companies, Inc. | Method for relaxing human beings using personal care compositions |
US20030147937A1 (en) * | 2000-04-12 | 2003-08-07 | Thomas Schwarz | Use of compatible solutes as substances having free radical scavenging properties |
US20050226828A1 (en) * | 2000-04-19 | 2005-10-13 | Nof Corporation | Method for whitening human skin |
US20040028631A1 (en) * | 2000-08-18 | 2004-02-12 | Thomas Schwarz | Cosmetic formulations |
US20020151527A1 (en) * | 2000-12-20 | 2002-10-17 | Benjamin Wiegand | Method for reducing acne or improving skin tone |
US20020146469A1 (en) * | 2000-12-20 | 2002-10-10 | Benjamin Wiegand | Methods for reducing chronic stress in mammals |
US20030220550A1 (en) * | 2002-01-29 | 2003-11-27 | Mcculloch Laura | Method of measuring the stress or relaxation level of a mammal |
US6986747B2 (en) | 2002-01-29 | 2006-01-17 | Johnson & Johnson Consumer Companies | Method of measuring the stress or relaxation level of a mammal |
US20030225095A1 (en) * | 2002-02-08 | 2003-12-04 | Mcculloch Laura | Method of affecting sleep and sleep-related behaviors |
US20070275102A9 (en) * | 2002-02-08 | 2007-11-29 | Mcculloch Laura | Method of affecting sleep and sleep-related behaviors |
US20070149492A1 (en) * | 2002-02-08 | 2007-06-28 | Mcculloch Laura | Method of affecting sleep and sleep-related behaviors |
FR2844451A1 (fr) * | 2002-09-12 | 2004-03-19 | Jean Morelle | Application locale cutanee, d'emulsions caracterisees par leurs proprietes antiprostanoidiques |
FR2844450A1 (fr) * | 2002-09-12 | 2004-03-19 | Jean Morelle | Application locale cutanee d'emulsions, caracterisees par leurs proprietes antiprostanoidiques |
EP1398035A1 (fr) * | 2002-09-12 | 2004-03-17 | Jean Morelle | Application locale cutanée d'émulsions caractérisées par leurs propriétés antiprostanoidiques |
US20040175438A1 (en) * | 2003-03-03 | 2004-09-09 | Benjamin Wiegand | Methods for alleviating symptoms associated with menopause using sensory regimen |
US20050249720A1 (en) * | 2004-05-05 | 2005-11-10 | Perez Mary R | Cosmetic skin formulation |
Also Published As
Publication number | Publication date |
---|---|
KR100358210B1 (ko) | 2003-03-04 |
CN1195488C (zh) | 2005-04-06 |
KR19980086982A (ko) | 1998-12-05 |
HK1017259A1 (en) | 1999-11-19 |
TW565460B (en) | 2003-12-11 |
JP3012594B2 (ja) | 2000-02-21 |
JPH1143444A (ja) | 1999-02-16 |
MY117323A (en) | 2004-06-30 |
CN1200922A (zh) | 1998-12-09 |
ID20353A (id) | 1998-12-03 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US5916576A (en) | Method of scavenging free radicals using orange extract | |
US6235721B1 (en) | Stabilization of vitamin C | |
EP2344118B1 (en) | Antioxidant composition | |
WO2000048551A1 (en) | Natural antioxidant compositions, method for obtaining same and cosmetic, pharmaceutical and nutritional formulations thereof | |
KR100883229B1 (ko) | 비타민 c를 함유하는 조성물 | |
KR101083275B1 (ko) | 미백제, 피부 외용제 및 화장료 | |
CA2156623C (en) | Skin care composition | |
US5552158A (en) | Skin care composition | |
CN113081906A (zh) | 虾青素组合物及其制备方法和应用 | |
CN107595662B (zh) | 降低紫外线引起的脂质过氧化的协同组合物、制剂及相关方法 | |
KR101509603B1 (ko) | 미백용 또는 항노화용 피부 외용제 조성물 | |
KR101462692B1 (ko) | 피부미백용조성물 | |
KR101551240B1 (ko) | 검은 생강 추출물을 포함하는 피부미백용 화장료 조성물 | |
KR101525090B1 (ko) | 피부미백용 화장료 조성물 | |
JP3647295B2 (ja) | 過酸化脂質生成抑制剤及びこれを含有する組成物 | |
KR100449345B1 (ko) | 엠블리카 추출물 및 상지 추출물을 포함하는 피부 미백용화장료 조성물 | |
KR102183480B1 (ko) | 유칼립투스, 구기자나무, 및 자작나무의 복합추출물을 유효성분으로 포함하는 피부 주름 개선, 항산화, 보습 및 피부 재생용 피부상태 개선 조성물 | |
JP3792053B2 (ja) | 過酸化脂質生成抑制剤及びこれを含有する組成物 | |
JP2002241295A (ja) | 皮膚外用剤 | |
KR102665307B1 (ko) | 아세틸시미게놀 아라비노사이드를 포함하는 화장료 조성물 | |
JP3597067B2 (ja) | 抗酸化剤及びこれを含有する組成物 | |
KR20160004593A (ko) | 돈나무 추출물을 유효성분으로 함유하는 화장료 조성물 | |
KR20220140307A (ko) | 담팔수 추출물 또는 이의 분획물을 유효성분으로 함유하는 항산화용 조성물 | |
KR101558254B1 (ko) | 피나물 추출물을 유효성분으로 함유하는 화장료 조성물 | |
KR20190081171A (ko) | 프리카 추출물 또는 분획물을 유효성분으로 함유하는 피부 개선용 화장료 조성물 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
AS | Assignment |
Owner name: AMWAY CORPORATION, MICHIGAN Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNORS:DORNOFF, JEFFREY M.;DAVIES, MICHAEL B.;REEL/FRAME:008589/0866;SIGNING DATES FROM 19970515 TO 19970520 |
|
STCF | Information on status: patent grant |
Free format text: PATENTED CASE |
|
AS | Assignment |
Owner name: ACCESS BUSINESS GROUP INTERNATIONAL LLC, MICHIGAN Free format text: CHANGE OF NAME;ASSIGNOR:AMWAY CORPORATION N/K/A ALTICOR INC.;REEL/FRAME:012958/0620 Effective date: 20020510 |
|
FPAY | Fee payment |
Year of fee payment: 4 |
|
FEPP | Fee payment procedure |
Free format text: PAYOR NUMBER ASSIGNED (ORIGINAL EVENT CODE: ASPN); ENTITY STATUS OF PATENT OWNER: LARGE ENTITY |
|
FPAY | Fee payment |
Year of fee payment: 8 |
|
FPAY | Fee payment |
Year of fee payment: 12 |